A lighthouse on a rocky coastline with white houses and a clear sky.

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Top Cities in Maine

A waterfront marina with boats docked, a wooden house with a balcony, and autumn-colored trees in the background.
Vacation HomesVacation Homes

Kennebunkport

Kennebunkport

Our top choices for Maine vacation homes

A spacious living room with a large sofa, armchairs, and a coffee table. It features large windows with ocean views and a ceiling fan.

1. Paradise on the Rocks - York Oceanfront

Paradise on the Rocks - York Oceanfront
York
10.0 out of 10, Exceptional, (147 reviews)
"Fourth time here - such a great place!"
United States
Joseph R.
Paradise on the Rocks - York Oceanfront
A pier extending into the water with a building at the end.

2. The Perfect Beach Escape: Cozy 4-Bedroom Retreat

The Perfect Beach Escape: Cozy 4-Bedroom Retreat
Old Orchard Beach
9.8 out of 10, Exceptional, (127 reviews)
"W house is excellent and had enough ew were we rroom for all 6 of us to seespread out eand relax. The crow’ s nest was a great place to have coffee wn the AM and watch the beach. Communication was easy. It’s an older home with some of the things that were go along with that, but very well maintained. Would definitely recommend, and you couldn't be closer to the beach!"
United States
catherine c.
The Perfect Beach Escape: Cozy 4-Bedroom Retreat
A coastal town with a beach, houses, and a clear sky.

3. 7-bedroom home that sleeps 14. 5-minute walk to Moody Beach

7-bedroom home that sleeps 14. 5-minute walk to Moody Beach
Moody Beach
9.8 out of 10, Exceptional, (91 reviews)
"The perfect destination for our group of 13! Would definitely book again!"
United States
Melissa R.
7-bedroom home that sleeps 14. 5-minute walk to Moody Beach
A cruise ship docked at sunset with a view of the water and a deck with chairs and a railing.

4. Charming 110-year former Inn 10' from the Ocean!

Charming 110-year former Inn 10' from the Ocean!
Willard Beach
9.8 out of 10, Exceptional, (141 reviews)
"Wonderful property with an excellent host!"
United States
John B.
Charming 110-year former Inn 10' from the Ocean!
A waterfront property with a large house featuring multiple windows and a balcony, a dock with a sailboat, and a calm body of water reflecting the buildings.

5. Historic Kennebunkport home only 0.3 miles to Dock Square

Historic Kennebunkport home only 0.3 miles to Dock Square
Kennebunkport
10.0 out of 10, Exceptional, (94 reviews)
The price is CA $419
CA $876 total
includes taxes & fees
Oct 12 - Oct 13
Historic Kennebunkport home only 0.3 miles to Dock Square
A lakeside view with several Adirondack chairs and tables arranged on the grass, overlooking a calm lake with boats and distant hills.

6. Oceanfront property with spectacular views of Acadia Park and cruise ships.

Oceanfront property with spectacular views of Acadia Park and cruise ships.
Lamoine
10.0 out of 10, Exceptional, (205 reviews)
"We had a wonderful family week at Little Edessa! The home was perfect for our family of 5 (teens and tween!) and was far enough away to be peaceful but close enough to main attractions to truly enjoy the area. Eric was a gracious and responsive host- we highly recommend!"
United States
Jessica M.
Oceanfront property with spectacular views of Acadia Park and cruise ships.
A wooden deck with outdoor seating and string lights.

7. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (72 reviews)
"The house was lovely and well kept and in a great location."
United States
Angela M.
The price is CA $288
CA $523 total
includes taxes & fees
Oct 14 - Oct 15
Full sized home
A two-story house with a dark exterior, a balcony, and a well-maintained garden with rocks and plants.

8. Oceanview Bungalow Style Home in Owls Head

Oceanview Bungalow Style Home in Owls Head
Owls Head
9.8 out of 10, Exceptional, (83 reviews)
"We really enjoyed staying at this house! It was in a good location and was cute and cozy!"
United States
Victoria S.
The price is CA $288
CA $846 total
includes taxes & fees
Oct 13 - Oct 14
Oceanview Bungalow Style Home in Owls Head
A dining area with a wooden table and two chairs, overlooking a lake with a dock and greenery.

9. Stunning Waterfront, Acadia National Park as your Backyard.

Stunning Waterfront, Acadia National Park as your Backyard.
Somesville
10.0 out of 10, Exceptional, (55 reviews)
"We thoroughly enjoyed our time in this house! The views were amazing, and we used the binoculars each day to watch the eagles, gulls, and ducks. The beds were super comfortable and the kitchen was well stocked. We kayaked at sunset and captured a rainbow in the clouds. Our family made treasured memories that will last forever!"
United States
Mike S.
Stunning Waterfront, Acadia National Park as your Backyard.
A bedroom with a bed, a window, and an air conditioning unit.

10. Waterfront Home on Beautiful Frye Island

Waterfront Home on Beautiful Frye Island
Frye Island
10.0 out of 10, Exceptional, (3 reviews)
Waterfront Home on Beautiful Frye Island
A wooden bridge with metal railings leading to a forested area.

11. Nature with in-town living that feels a world away. May-June-July special!!!

Nature with in-town living that feels a world away. May-June-July special!!!
Stroudwater
8.4 out of 10, Very good, (25 reviews)
"The house was a good size with enough room for 6 people. Great kitchen, but not well cleaned. We washed dishes and surfaces before using them. The floors w rent very clean. Overdue maintainence items included the inoperable overhead light in the master bedroom, missing screens in several windows, and a broken bed frame. With more attention, it would be a nice place to stay."
United States
Judi D.
Nature with in-town living that feels a world away. May-June-July special!!!
A beach with two Adirondack chairs, a wooden structure, and a rocky shoreline with a view of the water and distant mountains.

12. 3-bedroom house overlooking Mount Dessert Island and Cadillac Mountain

3-bedroom house overlooking Mount Dessert Island and Cadillac Mountain
Trenton
9.8 out of 10, Exceptional, (6 reviews)
"This house was perfect for our family of four and our Maine retreat. The views from the backyard and “beach” area are PRICELESS. The views of Mt Desert Island are stunning. We saw otters, chipmunks, turkeys, birds, and red squirrels. We were able to get to Bar Harbor in about 20 minutes; Acadia in about 15. You can also get to restaurants in Elmore in about 15 minutes. We tried one of the lobster pounds out on the main road to Mt Desert Island and it was great. The house updates are so cute and...
United States
Katie E.
The price is CA $674
CA $1,283 total
includes taxes & fees
Oct 19 - Oct 20
3-bedroom house overlooking Mount Dessert Island and Cadillac Mountain
A two-story building with a wooden front porch and large windows.

13. The Colonels Suites

The Colonels Suites
2.0 star property
Northeast Harbor
The price is CA $394
CA $507 total
includes taxes & fees
Oct 13 - Oct 14
The Colonels Suites
A covered deck with a view of the beach.

14. STUNNING BEACHSIDE HOME-WELLS BEACH: 180 DEGREE OCEAN VIEWS: 9-1 to 9-3 open

STUNNING BEACHSIDE HOME-WELLS BEACH: 180 DEGREE OCEAN VIEWS: 9-1 to 9-3 open
Wells Beach
9.8 out of 10, Exceptional, (88 reviews)
"Lovely property and location."
United States
Diana M.
STUNNING BEACHSIDE HOME-WELLS BEACH: 180 DEGREE OCEAN VIEWS: 9-1 to 9-3 open
A sunset over a beach with boats and rocky shorelines.

15. Cozy 1 bedroom cottage on Lincolnville Beach

Cozy 1 bedroom cottage on Lincolnville Beach
Lincolnville
9.8 out of 10, Exceptional, (8 reviews)
Cozy 1 bedroom cottage on Lincolnville Beach
A wooden dock leading to a boat on a calm lake, surrounded by trees and boats.

16. Lake house, Dock, 3 beds/3 full baths. Pet friendly!

Lake house, Dock, 3 beds/3 full baths. Pet friendly!
Shapleigh
10.0 out of 10, Exceptional, (67 reviews)
"Great stay! Host was awesome to work with."
United States
Rob T.
Lake house, Dock, 3 beds/3 full baths. Pet friendly!
A lakeside property with a deck, picnic table, and barbecue grill.

17. Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (71 reviews)
The price is CA $299
CA $522 total
includes taxes & fees
Oct 15 - Oct 16
Camp Forever cottage
A living room with a sectional sofa, a round coffee table, a fireplace, and a large wall clock.

18. Ocean Pines - Charming 4-bedroom house, close to beach, and more!

Ocean Pines - Charming 4-bedroom house, close to beach, and more!
Moody
10.0 out of 10, Exceptional, (16 reviews)
"We loved the house and location. This home is a hidden gem!"
United States
Lezlie H.
Ocean Pines - Charming 4-bedroom house, close to beach, and more!
A spacious living room with a high ceiling, wooden beams, and large windows.

19. Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D

Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D
Tenants Harbor
9.8 out of 10, Exceptional, (78 reviews)
"Wonderful ocean front cottage with spectacular view. Super clean and spacious. We loved it."
United States
Scott M.
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D
A room with a sliding glass door leading to an outdoor deck with Adirondack chairs and a table.

20. Three bedroom in United States of America, Freeport

Three bedroom in United States of America, Freeport
Freeport
10.0 out of 10, Exceptional, (13 reviews)
The price is CA $587
CA $1,351 total
includes taxes & fees
Nov 8 - Nov 9
Three bedroom in United States of America, Freeport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Maine Hotel Reviews

Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

8/10 Good
"Valet services are a little iffy. You never know where your car is going to be parked, sometimes it is 10 minutes away in a parking garage."
Michael 4-night trip
Posted less than an hour ago
Hampton Inn Portland Downtown - Waterfront

Find out more about Maine

Maine Vacation Homes information

Number of reviews
1,175
Accommodation
5516 Vacation Homes
Lowest Price
CA $507
Highest Price
CA $1,351

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